Facile cleavage of triethylsilyl (TES) ethers using o-iodoxybenzoic acid (IBX) without affecting tert-butyldimethylsilyl (TBS) ethers
[reaction: see text] In DMSO cleavage of triethylsilyl (TES) ethers by o-iodoxybenzoic acid (IBX) was significantly faster than cleavage of tert-butyldimethylsilyl (TBS) ethers or further oxidation into carbonyl compounds. In most cases, TES protecting groups could be removed in good to excellent yields within 1 h, whereas similar TBS protecting groups remained intact under the same conditions. The procedure also could be adapted for direct one-pot conversion of TES ethers into carbonyl compounds.
| Medienart: |
Artikel |
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| Erscheinungsjahr: |
2002 |
|---|---|
| Erschienen: |
2002 |
| Enthalten in: |
Zur Gesamtaufnahme - volume:4 |
|---|---|
| Enthalten in: |
Organic letters - 4(2002), 13 vom: 27. Juni, Seite 2141-4 |
| Sprache: |
Englisch |
|---|
| Beteiligte Personen: |
Wu, Yikang [VerfasserIn] |
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| Anmerkungen: |
Date Completed 08.10.2002 Date Revised 26.08.2019 published: Print Citation Status MEDLINE |
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| Förderinstitution / Projekttitel: |
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| PPN (Katalog-ID): |
NLM119473321 |
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| 100 | 1 | |a Wu, Yikang |e verfasserin |4 aut | |
| 245 | 1 | 0 | |a Facile cleavage of triethylsilyl (TES) ethers using o-iodoxybenzoic acid (IBX) without affecting tert-butyldimethylsilyl (TBS) ethers |
| 264 | 1 | |c 2002 | |
| 336 | |a Text |b txt |2 rdacontent | ||
| 337 | |a ohne Hilfsmittel zu benutzen |b n |2 rdamedia | ||
| 338 | |a Band |b nc |2 rdacarrier | ||
| 500 | |a Date Completed 08.10.2002 | ||
| 500 | |a Date Revised 26.08.2019 | ||
| 500 | |a published: Print | ||
| 500 | |a Citation Status MEDLINE | ||
| 520 | |a [reaction: see text] In DMSO cleavage of triethylsilyl (TES) ethers by o-iodoxybenzoic acid (IBX) was significantly faster than cleavage of tert-butyldimethylsilyl (TBS) ethers or further oxidation into carbonyl compounds. In most cases, TES protecting groups could be removed in good to excellent yields within 1 h, whereas similar TBS protecting groups remained intact under the same conditions. The procedure also could be adapted for direct one-pot conversion of TES ethers into carbonyl compounds | ||
| 650 | 4 | |a Journal Article | |
| 650 | 4 | |a Research Support, Non-U.S. Gov't | |
| 650 | 7 | |a Biological Factors |2 NLM | |
| 650 | 7 | |a Ethers |2 NLM | |
| 650 | 7 | |a Iodobenzenes |2 NLM | |
| 650 | 7 | |a Iodobenzoates |2 NLM | |
| 650 | 7 | |a Organosilicon Compounds |2 NLM | |
| 650 | 7 | |a Peptides |2 NLM | |
| 650 | 7 | |a t-butyldimethylsilyl compounds |2 NLM | |
| 650 | 7 | |a Tromethamine |2 NLM | |
| 650 | 7 | |a 023C2WHX2V |2 NLM | |
| 650 | 7 | |a o-iodoxybenzoic acid |2 NLM | |
| 650 | 7 | |a 3K0C43POH0 |2 NLM | |
| 650 | 7 | |a TES |2 NLM | |
| 650 | 7 | |a 7365-44-8 |2 NLM | |
| 700 | 1 | |a Huang, Jia-Hui |e verfasserin |4 aut | |
| 700 | 1 | |a Shen, Xin |e verfasserin |4 aut | |
| 700 | 1 | |a Hu, Qi |e verfasserin |4 aut | |
| 700 | 1 | |a Tang, Chao-Jun |e verfasserin |4 aut | |
| 700 | 1 | |a Li, Liang |e verfasserin |4 aut | |
| 773 | 0 | 8 | |i Enthalten in |t Organic letters |d 1999 |g 4(2002), 13 vom: 27. Juni, Seite 2141-4 |w (DE-627)NLM106817639 |x 1523-7052 |7 nnns |
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